Water → 4-(Benzenesulfonyl)phenol

HRID 2224057ノート

反応式

HRID 2224057 の反応式
[C:1]1([S:7]([C:10]2[CH:15]=[CH:14][C:13]([O:16]C)=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.B(Br)(Br)Br.O>C(Cl)Cl>[C:1]1([S:7]([C:10]2[CH:11]=[CH:12][C:13]([OH:16])=[CH:14][CH:15]=2)(=[O:8])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 962WaterHCID 25134Boron tribromideHCID 43517701-Methoxy-4-(phenylsulfonyl)benzene

生成物 1

HCID 3438044-(Benzenesulfonyl)phenol収率 99%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

1-Benzenesulfonyl-4-methoxy-benzene (5.92 g, 23.8 mmol) was dissolved in methylene chloride and stirred. A solution of BBr3 (6.77 g, 71.68 mg) in 120 mL of methylene chloride was added dropwise to the reaction mixture, after which the mixture was stirred for 4 hours at room temperature. Water (150 mL) was then added to the reaction mixture, and the organic layer was separated. The aqueous layer was extracted three times with 45 mL methylene chloride, and the combined organic layers were dried (Na2SO4) and concentrated in vacuo. The residue was purified by flash chromatography (30-50% EtOAc in hexanes) to afford 5.348 g of 4-benzenesulfonyl-phenol (22.8 mmol, 99%) as an oil. MS: 235 (M+H)+.

後処理

  1. stirringafter which the mixture was stirred for 4 hours at room temperature
  2. customthe organic layer was separated
  3. extractionThe aqueous layer was extracted three times with 45 mL methylene chloride
  4. dry with materialthe combined organic layers were dried (Na2SO4)
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by flash chromatography (30-50% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-c32422dc0e854be5bf7810b97e5f2bbd
出典データセット
uspto-grants-2008_05
特許番号
US07378415B2

反応ノート

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